Hydrochloric Acid → 1-Hydroxy-3-methoxyestra-1,3,5(10)-trien-17-one

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Reaction Steps

A solution of 1-acetoxy-3-methoxyestra-1,3,5(10)-trien-17-one (7.0 g, 20.5 mM) in 150 ml of 5% anhydrous methanolic potassium hydroxide is stirred at room temperature for 1 hr. The resulting dark purple solution is added to 700 ml of cold H2O and acidified with 10% HCl to give a white solid which is filtered and recrystallized from acetone-H2O to give 1-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-one, yield 5.4 g (88%), m.p. 220°-222°. Further recrystallization from ethyl acetate gives a product with a m.p. 226°-229°.

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